Email, Messaging, & Video Calls Email Reply to Emails With Original Attachments in Mac Os X Mail Override Mail to attach files to your email replies Share Pin Email Print alexsi / Getty Images Email Yahoo! Mail Gmail By Heinz Tschabitscher Writer A former freelance contributor who has reviewed hundreds of email programs and services since 1997. our editorial process Heinz Tschabitscher Updated December 07, 2019 It's common to received files attached to emails. Typically, when you reply to an email, you quote just enough of the original message in your reply for the recipient to know what you are writing about, and you don't include any large attachments to the original email in the reply. By default, the Mail application in Mac OS X and macOS includes only a text file name for each of the files that were attached to the original message in subsequent replies. What about replies that include people who may not have received the original message and its files or replies to people you know will ask you to resend the attachments? The Mac Mail application can make an exception and send complete files rather than text placeholders. Information is this article applies to the Mail application in the following operating systems: macOS Catalina (10.15), macOS Mojave (10.14), macOS High Sierra (10.13), macOS Sierra (10.12), OS X El Capitan (10.11), OS X Yosemite (10.10), OS X Mavericks (10.9), OS X Mountain Lion (10.8), and OS X Lion (10.7). Replace Text File Names With Complete Attachments To attach the original message's attachments to your reply instead of using text placeholders in the Mail application for Mac OS X or macOS operating systems: Open the email that contains the attachment in the Mail application. Click the Reply button without highlighting any part of the text. The attachment is reduced to only a text file name along with the quoted original text in the reply screen. If you must highlight and quote selectively, highlight the desired attachment as well. Select Edit > Attachments > Include Original Attachments in Reply from the Mail menu bar to replace the text file name with the complete attachment in your reply. Add any additional message or information to the reply and click the Send icon. You can remove the attachments and replace them with text file names again by selecting Edit > Attachments > Include Original Attachments in Reply to deselect the setting.